Greenport Walking Tours

09/04/2023

Happy Labor Day, everyone! Today we celebrate the achievements and contributions of American workers who have shaped our nation’s history and culture. As a historical walking tour, we are honored to share with you the stories and landmarks of what labor built in our community. Did you know that the first Labor Day parade was held in New York City in 1882, organized by the Central Labor Union?
Image credit: "Striking dressmakers, with placards demanding wage hikes, take a break in a diner" by Unknown. Kheel Center at Cornell University Library. Licensed under CC BY 2.0

08/28/2023

Every Monday night this summer, Mitchell Park has hosted Dancing in the Park, which features live music and dancing for all ages. It's free to the public, and tonight is the last night of the summer! We hope you can join in on the fun from 7:30-9:30 tonight, and we can't wait for next summer!

Be sure to follow us on all our socials and book a private or group tour with to learn about what makes the North Fork special!

08/23/2023

Named one of "the most Instagrammable spots on the North Fork" by Northforker in 2021, a total of 67 steps lead down from the end of Sound Road in Greenport to the eponymous 67 Steps Beach.

Legend has it that this beach played a role in rum-running during prohibition, though there isn't enough historical evidence for us to confidently say to what extent this is true.

Learn more about the history of rum-running in Greenport (legend and fact!) by booking a private or group tour with today!

67 Steps Beach, with its gorgeous sunsets, large boulders and close proximity to Greenport Village, has long been a North Fork favorite.

08/16/2023

Stony Brook Eastern Long Island Hospital was the first voluntary, or nonprofit, hospital built in Suffolk County and can be traced back to 1905. Today, it can be reached by land, air, and sea!

Learn more about Greenport history with a group or private walking tour from . Book today!
Image credit: Unknown. The image is dedicated to the public domain under CC0.

08/07/2023

Happy National Lighthouse Day! ⚓ There are more lighthouses standing in the Town of Southold than any other town in America, the oldest one being Horton's Point, commissioned by George Washington in 1790. Can you name all eight?
Image credit: "120806-Horton Point Lighthouse-02" by Erik Anestad. Licensed under CC BY 2.0

07/31/2023

Happy World Ranger Day! 🏞️ You can thank a park ranger at Orient Beach State Park, a short drive from Greenport. Orient Beach State Park was created in 1929, and this postcard of the beach is circa 1930-1945. In 1980, Orient Beach State Park was designated a National Natural Landmark by the National Park Service.

Learn more about the history and natural beauty of the North Fork with a group or private walking tour from . Book today!

Image credit: "Bathing beach, Orient Beach State Park, Long Island, N. Y." by Tomlin Quality Views. The Tichnor Brothers Collection, Boston Public Library. Licensed under CC BY 2.0

07/29/2023

On this day in 1844, regular train service began between Brooklyn and Greenport. Greenport station is the original terminus of the Long Island Rail Road, the oldest railroad in America, operating under its original name and charter

Learn more about the amazing transportation history of our village with a private or group tour with . Book today!

07/25/2023

Happy National Carousel Day! 🎠 Greenport is home to one of only eleven carousels in America that still has a working ring machine.

After you've ridden the carousel, join us for a group or private walking tour, and learn more about what makes Greenport special!

07/24/2023

Happy National Drive-Thru Day! Greenport has never had a drive-thru restaurant, but once played host to a drive-in movie theater!🍿

Learn more about the history of our village with a group or private walking tour from . Book today!

07/18/2023

Greenport Harbor was long known as "Winter Harbor" because it rarely froze over, even in winter months. You can learn more about the history of our maritime village with a group or private walking tour. Book today!